Solvent effects in 5-deazaflavin oxidation as a model for NAD+ dependent enzymes

Seiji Shinkai; Hideo Kuroda; Osamu Manabe

doi:10.1016/S0040-4039(00)87104-X

Solvent effects in 5-deazaflavin oxidation as a model for NAD⁺ dependent enzymes

Seiji Shinkai, Hideo Kuroda, Osamu Manabe

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

The oxidation rate of 3,5-di-t-butylsalicyl alcohol by 3-methyl-10-ethyl-5-deazaisoalloxazine was found to be very sensitive to solvent effect, the rate constant in 99 vol% DMF being greater by a factor of 37 than that in 50:50 (v/v) DMF-water mixed solvent. The result suggests the importance of the aprotic nature of the reaction environment during the oxidation of alcohols by NAD⁺.

Original language	English
Pages (from-to)	1357-1360
Number of pages	4
Journal	Tetrahedron Letters
Volume	23
Issue number	13
DOIs	https://doi.org/10.1016/S0040-4039(00)87104-X
Publication status	Published - Jan 1 1982
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)87104-X

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abstract = "The oxidation rate of 3,5-di-t-butylsalicyl alcohol by 3-methyl-10-ethyl-5-deazaisoalloxazine was found to be very sensitive to solvent effect, the rate constant in 99 vol% DMF being greater by a factor of 37 than that in 50:50 (v/v) DMF-water mixed solvent. The result suggests the importance of the aprotic nature of the reaction environment during the oxidation of alcohols by NAD+.",

author = "Seiji Shinkai and Hideo Kuroda and Osamu Manabe",

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AU - Shinkai, Seiji

AU - Kuroda, Hideo

AU - Manabe, Osamu

PY - 1982/1/1

Y1 - 1982/1/1

N2 - The oxidation rate of 3,5-di-t-butylsalicyl alcohol by 3-methyl-10-ethyl-5-deazaisoalloxazine was found to be very sensitive to solvent effect, the rate constant in 99 vol% DMF being greater by a factor of 37 than that in 50:50 (v/v) DMF-water mixed solvent. The result suggests the importance of the aprotic nature of the reaction environment during the oxidation of alcohols by NAD+.

AB - The oxidation rate of 3,5-di-t-butylsalicyl alcohol by 3-methyl-10-ethyl-5-deazaisoalloxazine was found to be very sensitive to solvent effect, the rate constant in 99 vol% DMF being greater by a factor of 37 than that in 50:50 (v/v) DMF-water mixed solvent. The result suggests the importance of the aprotic nature of the reaction environment during the oxidation of alcohols by NAD+.

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JO - Tetrahedron Letters

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Solvent effects in 5-deazaflavin oxidation as a model for NAD⁺ dependent enzymes

Abstract

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